Defensive publication

ABSTRACT

VINYL SUBSTITUTED PYRYLIUM SALTS ARE USEFUL AS SENSITIZERS IN ELECTROPHOTOGRAPHIC SYSTEMS AND IN PHOTOPOLYMERIZABLE SYSTEMS AS EITHER SENSITIZERS, INITATORS OR PHOTOPOLYMERIZABLE MONOMERS. THE SALTS CAN BE REPRESENTED BY THE FORMULA:   Q&lt;(-CH(-R1)-C(-R2)=C(-R1)-C(-R2)=C(-R1)-) X(-)   WHEREIN AT LEAST ONE OF THE R1 GROUPS IS AN ACRYLIC GROUP APPENDED TO THE PYRYLIUM NUCLEUS THROUGH A LINKING GROUP, SAID R1 GROUP PREFERABLY HAVING THE STRUCTURE:   (CH2=C(-R3)-CO)Q-Z-   WHEREIN Q IS 1 OR 2, R3 IS HYDROGEN OR A METHYL GROUP AND -Z-IS A DIVALENT OR TRIVALENT LINGING GROUP SELECTED FROM   -O-R4-O-AR-(CH=CH)M-, -O-R4-(1,4-PIPERAZINYLENE)-, AND   -R7-N(-)-R8-   WHEEIN EACH R7 AND R8 INDEPENDENTLY HAS THE STRUCTURE:   -((R4-OOC-NH-R4-NH-COO-R4-N(-R6(+)))P-R4-OOC-NH-R4-NH-   COO)N-R4-O- X(-)   WHEREIN THE LINKING GROUP IS ATTACHED TO THE   CH2=C(-R3)-CO-   GROUP THROUGH ITS TERMINAL OXYGEN ATOM AND TO THE PYRYLIUM NUCELUS AT THE OTHER END; M AND N ARE EACH 0 OR 1; P IS 0 TO 4; R4 IS AN ALKYLENE GROUP HAVING 2 TO 10 CARBON ATOMS; R6 IS A 2- OR 4-PYRYLIUM OR THIAPYRYLIUM NUCLEUS; AR IS AN ARYLENE GROUP; THE REMAINING R1 GROUPS ARE HYDROGEN, ALKYL OR ARYL, PREFERABLY ARYL, OR ARE TAKEN TOGETHER WITH AN ADJACENT R2 GROUP TO REPRESENT THE ATOMS NECESSARY TO COMPLETE A FUSED AROMATIC RING SYSTEM; EACH R2 IS A HYDROGEN ATOM OR IS TAKEN TOGETHER WITH AN ADJACENT R1 TO FORM A FUSED AROMATIC RING SYSTEM; Q IS -SOR -O-; AND X$ IS AN ANION. REPRESENTATIVE PRYLIUM SALTS USEFUL IN THIS INVENTION AND HAVING THE ABOVE STRUCTURE INCLUDE: 2,6-DIPHENYL-4-(4,2-METHACRYLOYLOXYETHOXY)PHENYL) PYRYLIUM PERCHLORATE. 2,6-DIPHENYL-4-(4-2METHACRYLOYLOXYETHOX)PHENYL) PYRYLIUM PERCHLORATE. 2,6-DIPHENYL-4-(4-(2-METHACRYLOYLOXYETHOXY)PHENYL) PYRYLIUM PERCHLORATE. 2,6-DIPHENYL-4-(4-METHACRYLAMIDOPHENYL)THIAPYRYLIUM PERCHLORATE. 4-(4-(2-METHACRYLOYLOXYETHOXY)STYRYL)FLAVYLIUM PERCHLORATE. 2,6-DIPHENYL-4-(4-(2-METHACRYLOYLOXYETHOXY)PHENYL) THIAPYRYLIUM PERCHLORATE. 2,6-DIPHENYL-4-(4-(2-METHACRYLOYLOXYETHY)PIPERAZINYL) PYRYLIUM PERCHLORATE. 4-(N,N-BIX(2-METHACRYLOYLOXETHYL)AMINO)-2,6DIPHENYL PYRYLIUM PERCHLORATE. 4-(N,N-BIS(5,12-DIAZA - 19 - METHYLENE - 3,14,17 - TRIOXA4,13,18-TRIOXOEICOSYL)AMINO)-2,6-DIPHENYLPYRYLIUM PERCHLORATE. 4,4&#39;&#39; - (21,38 - (2,57-DIMETHYLENE-9,16,21,25,33,38,43,50OCTAAZA-4,17,18,24,35,41,52,55 -OCTAOXA-3,8,17,26,34,42, 51,56-OCTAOXOOCTAPENTACONTYLENE))BIS(2,6-DIPHENYLPYRYLIUM PERCHLORATE).

uEEEEsivE EuEEicA'rioN UNITED STATES PATENT OFFICE Published at therequest of the applicant or owner in accordance with the Notice 013 Dec.16, 1969, 869 0.G. 687. The abstracts of Defensive Publicationapplications are identified by distinctly numbered series and arearranged chronologically. The heading of each abstract indicates thenumber of pages of specification, including claims and sheets ofdrawings contained in the application as originally filed. The files ofthese applications are available to the public for inspection andreproduction may be purchased for 30 cents a sheet.

Defensive Publication applications have not been examined as to themerits of alleged invention. The Patent Oflice makes no assertion as tothe novelty of the disclosed subject matter.

PUBLISHED JULY 25, 1972 wherein at least one of the R groups is anacrylic group appended to the pyrylium nucleus through a linking group,said R group preferably having the structure:

R CHFC-Z- ill.

wherein q is 1 or 2, R is hydrogen or a methyl group and --Z- is adivalent or trivalent linking group selected from wherein each R and Rindependently has the structure:

r u x l wherein the linking group is attached to the GH2=CC 1's groupthrough its terminal oxygen atom and to the pyrylium nucleus at theother end; m and n are each 0 or 1; p is 0 to 4; R is an alkylene grouphaving 2 to 10 carbon atoms; R is a 2 or 4-pyrylium or thiapyryliumnucleus; Ar is an arylene group; the remaining R groups are hydrogen,alkyl or aryl, preferably aryl, or are taken together with an adjacent Rgroup to represent the atoms necessary to complete a fused aromatic ringsystem; each R is a hydrogen atom or is taken together with an adjacentR to form a fused aromatic ring system; Q is S or O; and X is an anion.Representative pyrylium salts useful in this invention and having theabove structure include:

2,6-diphenyl-4- ('4,2-methacryloyloxyethoxy phenyl] pyryliumperchlorate.

2,6-diphenyl-4- [4- (2-methacry1oyloxyethoxy) phenyl] pyryliumperchlorate.

2,6-diphenyl-4-(4-methacrylamidophenyl)thiapyrylium perchlorate.

4- [4- (Z-methacryloyloxyethoxy) styryl1flavy1iurn perchlorate.

2,6-diphenyl 4- [4 Z-methacryldylo-xyethoxy) phenyl] thiapyryliumperchlorate.

2,6-diphenyl-4-[4-(2-methacryloyloxyethyl)pipcrazinyl] pyryliumperchlorate.

4- [N,N-bis( Z-methacryloyloxyethyl amino] -2,6-

diphenyl pyrylium perchlorate.

4[N,N-bis(5,12-diaza l9 methylene 3,14,17 trioxa- 4,13 18-trioxoeicosyl) amino] -2,6-diphenylpyry1ium perchlorate.

4,4 [21,38 (2,57-dimethylene-9,16,21,25,33,38,43,50

octaaza-4,17,18,24,35,41,52,55-ootaoxa-3,8,l7,26,34,42, 5 l,56-0ctaoxooctapentacontylene) ]bis(2,6-diphenylpyrylium perchlorate).

